Anthracene dye and process of making same.



UNTTnn STATES Patented June 21, 1904.

Trice,

HEINRICH \VELTZ, OF LUDlV IGSHAFEN-ONTHE-RH1NE, GERMANY, ASSIGNOR TOBADISOHE ANILIN & SODA FABRIK, OF LUDlVIGS- HAFEN-ON-THE-RHINE, GERMANY,A CORPORATION OF BADEN.

ANTHRACENE DYE AND PROCESS OF MAKING SAME.

SPECIFICATION forming part of Letters Patent No. 763,233, dated June 21,1904.

Application filed March 29, 1904. Serial No. 200,601 (N0 specimens.)

1'!) Lil 1117111711, it 'nmy con/earn:

ie it known that I, H EINRICH \VELTZ, a subjcct of the King of Bavaria,residing at Ludwigshafen-on-the-Rhine, in the Kingdom of Bavaria, Empireof Germany, have invented new and useful Improvements in AnthracencColoring-Matter, of which the following is a specification.

1 have discovered that the pol yhydroxy-anthraquinonc sulfo-aciddescribed in the specification of application for United States LettersPatent Serial No. 152,069, of April 10, 1903, which can be obtained byacting on anthraquiuone-beta-monosulfo-acid with concentrated sulfuricacid, mercury, or mercuric salts, and nitrous acid in the presence ofarsenic acid or phosphoric acid, can be condensed with ammonia, givingrise to a new amid o dihydroxy anthraquinonc sulfo-acid. The conditionsunder which this condensation can be carried outfor instance, theconcentration of the ammonia and the temperature may be considerablyvaried without departing from the nature of my invention. This newamido-dihydroxy-anthraquinone sulfoacid produces fuchsin shades onunmordanted wool, bluish-red shades on wool mordanted with alumina, andbrown-violet shades on chrome-mordanted wool.

The following examples will serve to further illustrate the nature of myinvention, which, however, is not limited to these examples. The partsare by weight.

Example 1: Heat together in an autoclave for several hours at atemperature of about one hundred and twenty degrees centigrade (120 O.)ten parts of the sodium salt of the above-mentioned pol yhydroxy-anthraquinone sulfo-acid and one hundred and nine (109) parts of ammoniasolution, (containing about twenty live per cent. of NH::.) From time totime dissolve test portions of the melt in sulfuric acid and add boricacid to the solution. The reaction is ended as soon as the resultingsolution exhibits a strong yellow fluorescence. The speed of thereaction depends on the temperature, because the higher the temperaturethe sooner is the reaction finished, while with lower temperatures thereaction proceeds more slowly. \Vhen the above test is satisfied, pourthe reaction mixture into water, boil for a short time in order to bringabout solution,and add hydrochloric acid in slight excess. On coolingthe aforesaid new amido-dihydroxy-anthraquinone sulfo-acid separates outas a darkbrown mass. Filter this off and wash with common salt solutionand, if necessary, purify by redissolving and reprecipitation. The saidnew acid when dry is of a brown-violet color and is fairly easilysoluble in cold wator and very easily soluble in hot water, the solutionbeing reddish violet and becoming violet on the addition of caustic sodaand light red on the addition of sodium carbonate. It yields a reddishyellow solution in concentrated sulfuric acid. In alcohol and in coldanilin it is diflicultly soluble; but it is easily soluble in hotanilin, the solution being bloodred.

Example 2: Boil together for several hours in a vessel provided with aninverted condenser ten (10) parts of the sodium salt of theabove-mentioned polyhydroxy-anthraquinone sulfo-acid, one hundred (100)parts of Water, and ninety-one (91) parts of ammonia solution,(containing about twenty-live (25) .per cent. of NH3.) The reaction isfinished when a small portion of the mixture satisfies the testmentioned in Example 1, and then the reaction mixture is worked up inthe manner described in Example 1.

I claim 1. The process of manufacturing anth racene coloring-matter bycondensing the hcrcinbefore mentioned polyhydroxy-anthraquinonesulfo-acid with ammonia.

2. The new coloring-matter such as can be obtained by condensingtogether the hereinbefore mentioned polyhydroxy anthraquinone sulfo-acidand ammonia, which dissolves in hot Water with a reddish-violet color,which color on the addition of caustic soda becomes violet and on theaddition of sodium carbonate becomes light red, whose solution in concentrzited sulfuric acid is reddish yellow, and which dissolves in hotnnilin yielding a bloodred solution.

In testimony whereof I have hereunto set my hand in the presence of twosubscribing witnesses.

HEINRIC l1 \VELTZ.

\Vitnesses:

H. \V. HARRIS, S. Amie LLOYD.

